Disinfectant



Patented May 9, 1933 UNITED STATES PATENT 1 OFFICE EDGAR C. BBITTON, OF MIDLAN'D, MICHIGAN, ASSIGNOB- TO THE DOW CHEMICAL COM- PANY, OF MIDLAND, MICHIGAN, A CORPORATION OF MICHIGAN msmracram No Drawing.

The present invention relates to new and useful improvements in germicides and dlS- infectants. I have found that halogenated phenylphenols or salts thereof, such as monochloro-ortho-phenylphenol or a copper, ammonium, sodium or other metal salt of the latter, can serve as the effective principle n improved disinfectant or antiseptic composiphenylphenol may be chlorinated at a temperature between about and 150 C. by gaseous chlorine, with or without a solvent and with or without a chlorine carrier such as iron or iodine. The chlorination is preferably tobe discontinued somewhat before suflicient chlorine has been reacted to correspond to the mono-chloro derivative of the phe-nylphenol, whereby the formation of higher chlorinated derivatives is largely avolded. The crude reaction mixture may be fractionally distilled to separate the monochloro product therefrom, as well as small amounts of polychloro derivatives, if formed, such as the dichloro compound.

I have found that the crude reaction mixture comprising, for instance, unreacted phen lphenol, mono-, di-, and higher chlori-.

nate phenylphenols, may be utilized for germlcldal purposes, or that either the refined slngle halogenated compounds or mixtures thereof may be used. The aforesaid compounds or mixtures thereof may be employed in emulsified form, dissolved or suspended in a suitable liquid vehicle, or in solid form, in which latter case the active ingredient may be admixed with an inert solid material such as silica, graphite, talc, or the like. The above- Application filed Kay 12, 1980. Serial No. 451,847.

in the form of their salts, such as an alkali-- metal salt thereof.

My improved disinfectants, in addition to having strong germicidal properties, are relatively non poisonous and non-irritating to the higher organisms.

The following table shows the results obtained when testing sodium monochloroortho-phenylphenate in aqueous solution, and

also monochloro-ortho-phenylphenol in a solution consisting of 1 gm. of said phenol in 2 cc. benzene plus 97 cc. water, according to well-known procedure, against B. typhosus.

Timeolexposure otculture to disinfectant, Sample in minutes Phenol clout Sodium salt 1:8000 Sodium salt 1:8600 84.2 Sodium salt 1:9000 Chlorophenylphenol.-." 1:7500 Chlorophenylphonol.-." 1:8000 79.0 Chloropheuylphenol.. 1:8600

( Phenol, used as a standard disinfectant, was effective at a dilution of 1:95).

Accordin ly, monochloro-ortho-phenylphenate an the sodium salt thereof, as tested above, are approximately times as effective against B. typhosus as is phenol.

Briefly stated, my invention consists in new and im roved disinfectants comprising halogenate ortho-phenylphenol or compounds thereof, particularly chloro-ortho-phenylphenol or the sodium salt of the latter. The new compounds constituting the effective agents in the aforesaid improved compositions are characterized by the general formula;

wherein Z, represents hydrogen or a positive salt radicle, e. g. ammonium or a metal, and

n represents the number of halogen substituents. It is to be noted that the halo en is substituted in the same ring as the H Ot er modes of applying the principle of my invention may be employed instead of those explained, change being made as regards the steps or materials employed, provided the details stated by any of the following claims or the equivalent of such be employed.

I therefore particularly point out and distinctly claim as my invention 1. A germicidal and antiseptic composition comprising a chloro-ortho phenylphenol derivative characterized by the formula;

QQOI.

wherein Z represents hydrogen or a positive salt radicle, and n represents the number of chlorine substitnents.

2. A germicidal and antiseptic composition comprising a mono-chloro-ortho phenylphenol derivative characterized by the formula QQC,

wherein Z represents hydrogen or a positive salt radicle.

3. A germicidal and antiseptic composition comprising a mono-chloro-ortho-phenylphenol.

4. A germicidal and antiseptic composition comprising sodium -mono-chloro-ortho phenylphenate.

5. A germicidal and antiseptic composition comprising an aqueous solution of a phenylphenol derivative having the formula wherein Z represents hydrogen or an alkali metal.

6. A germicidal and antiseptic composition comprising an aqueous solution of monochloro-ortho phenylphenol.

7. A germicidal and antiseptic composition comprising an aqueous solution of sodium mono-chloro-ortho phenylphenate.

Signed by me, this 8 day of May, 1930.

EDGAR C. BRITTON.

' characterized by the formula:

BEST AVAILAB COPY DISCLAIMER"? 1,907,728.Edgcr 0. Bflfton, Midland, Mich. Dmmrno'mn'r. Patent dated May 9, 1933. Dlsclaxmer filed April 19, 1935, by the assignee, The Dow Glwmical Company.

Therefore, enters this disclaimer to certain of the claims of the above identified patent, and

Hereby disclaims claims 3 and- 6. Hereby disclaims from the scope of claim 1 any composition containing a compound wherein Z represents hydrogen and n resents the integer 1.

Hereby dlsclalms from the -sco e 0 claims 2 and 5 any) composition containing a compound characterized by the ormula:

wherein Z represents hydrogen.

[Qficial Gazette May 14, 1985.] 

